Ethyl 2-(chlorocarbonyl)-3-nitrobenzoate

Base Information

• Chemical Name: Ethyl 2-(chlorocarbonyl)-3-nitrobenzoate
• CAS No.: 136285-66-0
• Molecular Formula: C₁₀H₈ClNO₅
• Molecular Weight: 257.63
• DSSTox Substance ID: DTXSID701276863
• Mol file: 136285-66-0.mol

Synonyms:Ethyl 2-(chlorocarbonyl)-3-nitrobenzoate;136285-66-0;DTXSID701276863

Chemical Property of Ethyl 2-(chlorocarbonyl)-3-nitrobenzoate

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 257.0091000
• Heavy Atom Count: 17
• Complexity: 327

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=CC=C1)[N+](=O)[O-])C(=O)Cl

Technology Process of Ethyl 2-(chlorocarbonyl)-3-nitrobenzoate

There total 2 articles about Ethyl 2-(chlorocarbonyl)-3-nitrobenzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

ethyl 2-carboxy-3-nitrobenzoate (16533-45-2) → 3-nitro-phthalic acid-1-ethyl ester-2-chloride (136285-66-0)

Guidance literature:

With phosphorus pentachloride;

Reference yield:

3-nitrophthalic acid (603-11-2) → 3-nitro-phthalic acid-1-ethyl ester-2-chloride (136285-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / water monomer / 24 h / Reflux

2: thionyl chloride / toluene / 2 h / Reflux

With thionyl chloride; sulfuric acid; In water monomer; toluene;

Reference yield:

3-nitro-phthalic acid-1-ethyl ester-2-chloride (136285-66-0) → 2,3-diaminobenzoic acid (603-81-6)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. NaN₃ / acetone / 1 h / below 25 deg C

2: aq. AcOH / 0.17 h / Heating

3: aq. KOH / Heating

4: H₂, aq. NaOH / Pd/C

With potassium hydroxide; sodium hydroxide; sodium azide; hydrogen; acetic acid; palladium on activated charcoal; In acetone;

DOI:10.1021/jm00164a054

upstream raw materials:

ethyl 2-carboxy-3-nitrobenzoate

3-nitrophthalic acid

Downstream raw materials:

2-Azidocarbonyl-3-nitro-benzoic acid ethyl ester

3-nitroanthranilic acid

2-Amino-3-nitrobenzoic acid,ethyl ester

2-Phenyl-4-benzimidazolylcarboxylic acid